950745-69-4

Upstream product

• 99815-16-4 3,4-bis(tert-butyldimethylsilanyloxy)benzaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 94224-92-7 methyl 4-(iodomethyl)benzoate 
• 34040-64-7 p-methyloxycarbonylbenzyl chloride 
• 1642-81-5 p-(chloromethyl)benzoic acid 

Downstream Products

• 950746-04-0 (Z)-4-[3,4-bis(tert-butyldimethylsilyloxy)styryl]phenylmethanol 

Relevant academic research and scientific papers

Synthesis of novel trans-stilbene derivatives and evaluation of their potent antioxidant and neuroprotective effects

A convenient synthesis and the biological properties of new amides, esters and other derivatives of trans-stilbene are described. The key synthetic strategies involve the Wittig-Horner reaction of a phosphonium salt 9 and an aldehyde 10 to generate (E)- or (Z)-olefins and a coupling reaction of an acid 12 and various amines 13a-n to give trans-stilbene derivatives 15a-n in high yields. A amide derivative 15g showed three times more in vitro free radical-scavenging activity than resveratrol, while another 15d exhibited strong inhibitory activity against lipopolysaccharide (LPS)a-induced NO generation. Allylamide analogue 15a showed the most potent neuroprotective activity in glutamate-induced primary cortical neuron cells.

Design, synthesis, and discovery of stilbene derivatives based on lithospermic acid B as potent protein tyrosine phosphatase 1B inhibitors

Dihydroxy stilbene derivatives were designed based on lithospermic acid B and were prepared from 4-(chloromethyl)benzoic acid. The inhibitory activities of the novel compounds against protein tyrosine phosphatase 1B (PTP1B) were evaluated. 3,4-Dihydroxy stilbene carbonyl compounds (7, 11b, 27b) inhibited PTP1B with IC50 values comparable to molybdate, while the conjugation-extended compound (15b) showed inhibition 3-fold better than preclinical RK682. The introduction of electron withdrawing groups or amides into the second phenyl ring, or extension of the conjugation into the stilbene molecule may increase stability of the generated radicals.